Outlook Anywhere on Vista using a SBS self signed Certificate

Configuring Anywhere on Vista turned out to be slightly trickier than on XP. I am using on top of Vista Business Edition for the sake of this post.

First off, I tried to import the certificate using OWA. Connecting to the HTTPS URL gave me the usual certificate warning, however importing the certificate into Trusted Root Certification Authorities Certificate repository, didn't fix the error. I ignored this at my peril, and tried to configure as usual, but anywhere refused to connect.

This Post on the Technet blog, should have worked, but it didn't.

I opened up a Certificate MMC and noticed that the current user did indeed have the correct certificate installed under the USER Trusted Root Certification Authorities, but not the MACHINE'S Trusted Root Certification Authorities.

Once I imported the cert into the Certificate store used by my local computer, everything started working transparently. stopped bleating about having a untrusted Cert, and Anywhere 2003 started working immediately.

The short and sweet of it is, that if importing the self signed cert into the local user's Trusted Root Certification Authorities store doesn't work, try importing it into the Local Computer Certificate store, instead of just the Local store.